Identification | Back Directory | [Name]
PURPUROGALLIN | [CAS]
569-77-7 | [Synonyms]
C09964 MLS0007 NSC 35676 NSC 646653 CHEBI:8647 AIDS138915 AIDS-138915 AKOS 209-004 KBio1_001351 KBio2_000828 KBio2_003396 KBio2_005964 KBio3_001663 SPBio_000424 KBioSS_000828 Oprea1_685478 PURPUROGALLIN DivK1c_006407 PURPUROGALLINE SPECTRUM210505 Spectrum_000348 NCGC00095229-01 NCGC00095229-02 Spectrum2_000582 Spectrum4_001547 PURPUROGALLIN(RG) PURPUROGALLIN, TECH. SDCCGMLS-0066536.P001 1,2,3,9-tetrahydroxy-8-benzo[7]annulenone 1,2,3,9-tetrahydroxybenzo[7]annulen-8-one 2,3,4,6-TETRAHYDROXY-BENZOCYCLOHEPTEN-5-ONE BENZOCYCLOHEPTENE-5-ONE,2,3,4,6-TETRAHYDROXY- 2,3,4,6-tetrahydroxy-5H-benzo[7]annulen-5-one 2,3,4,6-tetrahydroxy-5h-benzocycloheptene-5-on 2,3,4,6-tetrahydroxy-5h-benzocycloheptene-5-one 2,3,4,6-Tetrahydroxy-5H-benzo[a]cyclohepten-5-one | [EINECS(EC#)]
209-324-9 | [Molecular Formula]
C11H8O5 | [MDL Number]
MFCD00004145 | [MOL File]
569-77-7.mol | [Molecular Weight]
220.18 |
Chemical Properties | Back Directory | [Appearance]
BROWN FINE CRYSTALLINE POWDER | [Melting point ]
275 °C (dec.)(lit.)
| [Boiling point ]
321.11°C (rough estimate) | [density ]
1.3824 (rough estimate) | [refractive index ]
1.5140 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
6.75±0.20(Predicted) | [color ]
Very Dark Brown | [Merck ]
7946 | [Stability:]
Air Sensitive | [LogP]
2.050 (est) |
Hazard Information | Back Directory | [Chemical Properties]
BROWN FINE CRYSTALLINE POWDER | [Uses]
xanthine oxidase inhibitor, antioxidant | [Definition]
ChEBI: A cyclic ketone that is 5H-benzocycloheptene bearing an oxo group at position 5 and hydroxy groups at positions 2, 3, 4 and 6. | [Description]
Purpurogallin is a phenol that has been found in D. divisa and a derivative of pyrogallol that has diverse biological activities, including antimicrobial, antioxidant, and enzyme inhibitory properties. It is active against the Gram-positive bacteria S. aureus, methicillin-resistant S. aureus (MRSA), S. epidermidis, and B. subtilis (MICs = 11-110 μg/ml), the Gram-negative bacteria S. marcescens, P. vulgaris, K. pneumoniae, E. coli, S. typhi, and E. cloacae (MIC = 110 μg/ml for all), as well as P. falciparum strain FCB1 clone NC-1 (IC50 = 55 μM). Purpurogallin (2, 5, and 10 μM) scavenges 2,2-diphenyl-1-picrylhydrazyl (DPPH; ) radicals in a cell-free assay and reduces hydrogen peroxide- and radiation-induced production of reactive oxygen species (ROS) in HaCaT keratinocytes. It inhibits the activity of EGFR, glutathione-S-transferase (GST), prolyl endopeptidase, and glyoxalase I (IC50s = 27.5, 8, 16, and 50 μM, respectively), as well as catechol O-methyltransferase (COMT; Ki = 0.074 μM), in cell-free assays. | [Enzyme inhibitor]
This aglycone (FW = 220.18 g/mol) of a number of glycosides (e.g., dryophantin) from several nutgalls. Purpurogallin is a scavenger of polymorphonuclear leukocyte-derived oxyradicals and acts as a cardioprotector. Target(s): catechol O-methyltransferase; cystathionine b-synthase; glutathione-disulfide reductase; glutathione S-transferase; HIV-1 integrase; lactoylglutathione lyase, or glyoxalase I; 3-phosphoglycerate kinase; prolyl endopeptidase; protein-tyrosine kinase; and xanthine oxidase. |
|
Company Name: |
Energy Chemical
|
Tel: |
021-021-58432009 400-005-6266 |
Website: |
http://www.energy-chemical.com |
Company Name: |
Maya High Purity Chemicals
|
Tel: |
+86 (573) 82222445 (0)18006601000 452520369 |
Website: |
www.is0513.com/ShowSupplierProductsList15221/0.htm |
Company Name: |
Alfa Chemistry
|
Tel: |
1-516-6625404 |
Website: |
https://www.alfa-chemistry.com |
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